I’ll go first, I took my mom’s college textbooks which came with discs for a couple distros and failed to install RHEL before managing to get Fedora Core 4 working. The first desktop environment I used was KDE and despite trying out a few others over the years I always come back to plasma. Due to being like 12, I wanted to run my games on it, and man wine was not nearly as easy to use (or as good) as it is nowadays. So I switched back to windows until around 2015 or so when I spent the next few years trying to replace windows as much as I could. Once valve released proton, I switched fully and have t looked back, unless my still there windows partition tries to take over my computer when I restart it at least.
Started dabbling in Linux some 15+ years ago, dualbooting with windows XP. Tried bunch of different distros - suse, Slackware, RedHat (pre-enterprise) etc. Didn’t really understand it and kept going back to windows. A classmate had told me Gentoo was good for learning Linux. So once I was trying to shrink my windows partition to make space for another dualboot experiment, and in the process borked my partitions. They were probably recoverable, but I got furious, ragequit windows and installed gentoo on the whole disk and used it as my daily. That helped me learn.